A podcast for MSP & cybersecurity leaders

The smartest founders in managed IT show how they actually build.

No vendors reading scripts. Operators opening their books: pricing changes that worked, niches they own, near-death moments, and the numbers behind all of it. Hosted by Alexej Pikovsky.

30
episodes
3
continents of guests
8
fire round questions
100%
operators, zero fluff
Latest episode
Buying MSPs at 1-2x Profit While the Market Pays 5-8x episode artwork
S2 · E3 · 40:52

Buying MSPs at 1-2x Profit While the Market Pays 5-8x

Peter Moriarty built itGenius from a $20-an-hour teenage side hustle into Australia's number one Google partner for small business, buying distressed competitors at 1-2x profit and getting 90% of new clients from YouTube.

PETER MORIARTY ·
Show notes & chapters →
Season 2 · The operator season

Every episode, one playbook taken apart.

Each episode gets its own page with show notes and timestamped chapters. Send anyone a link and they land on the exact story.

Season 1: 27 episodes on SaaS. Rand Fishkin on building without VC money, TinySeed's exit outlook, bootstrapping to $5m ARR. Every episode has its own page on NUOPTIMA.
Browse Season 1 →
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The Fire Round.

Eight questions, the same every episode, answered fast. It's where the honest answers live. Compare how every guest calls cloud vs on-prem, or which client they should have fired sooner.

EVERY GUEST · EVERY EPISODE · NO PREP ALLOWED

  1. One tool you couldn't run your MSP without?
  2. Most overrated thing in the MSP world right now?
  3. Most underrated?
  4. The client you should have fired sooner than you did?
  5. Best money you've spent on the business under $500?
  6. Cloud or on-prem in five years, in one word?
  7. One piece of advice for someone starting a solo MSP tomorrow?
  8. Finish this: the MSPs that survive the next five years will be the ones that...
Be a guest

Run an MSP with a story worth telling?

A niche you own. A pricing change that worked. A near-death moment you survived. Just the story of how you actually built it.

Pitch your story →
WHAT MAKES A GREAT EPISODE
01 · REAL NUMBERS, NOT RANGES
02 · A DECISION OTHERS AVOID
03 · THE MISTAKE THAT TAUGHT YOU
04 · HOW YOU ACTUALLY BUILT IT
Alexej Pikovsky, host of Play It Smart
The host

Alexej Pikovsky asks the questions vendors won't.

Alexej runs growth inside a national MSP and has spent a decade buying, building, and exiting companies. He hosts Play It Smart to learn how the best operators in managed IT, security, and AI actually run their businesses, and to make that knowledge public.

The rule of the show: guests bring numbers, the host brings questions.